Colored Poly(arylene ether)s Containing Benzoylenebenzimidazole, Phthaloperinone, and Phthalocyanine Moieties
Bibliographic record
Abstract
The synthesis of a novel biphenol from phenolphthalein that contains an anhydride group is described. The biphenol readily undergoes further reactions. Two biphenols that contain the 1,2-benzoylenebisbenzimidazole or phthaloperin-12-one moiety, respectively, were prepared from the biphenol anhydride by reaction with aromatic diamines, o -phenylenediamine, and 1,8-diaminonaphthalene. Two series of poly(arylene ether)s were synthesized from these heterocyclic containing biphenols. The polymers and copolymers synthesized exhibited extremely high glass transition temperatures and excellent thermooxidative stability. The highest T g and 5% weight loss temperatures of these polymers were almost 360 and 600 °C, respectively. The two series of poly(arylene ether)s were yellow and orange in color, respectively. These poly(arylene ether)s have good solubility and can be cast from solution into tough films. The glass transition temperatures of the copolymers increased with increasing heterocycle content, while the solubilities decreased. We have also synthesized, utilizing a biphenol containing the dicyanoarylene moiety, a polymer that contains the phthalocyanine copper(II) moiety that has a blue color. Copolymers containing all three moieties have been synthesized that have a permanent black color since they absorb over the entire visible spectral region from 300 to 750 nm. All of the polymers were highly fluorescent materials with emission wavenumbers ranging from 400 to 750 nm.
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How this classification was reachedexpand
Full frame machine prediction
Teacher imitationNot calibrated prevalence, not ground truth. Human validation pending. The Gemma side is a direct model label for every work in the frame, read from the title-only record. The Codex side is a classifier learned from the 10,348 direct Codex labels and calibrated to design-weighted sample rates; fields without enough sample support carry no Codex call. Candidate is the union of the two sides; consensus is their intersection. These outputs are machine_predicted_unvalidated and are not human labels.
Distilled classifier scores by category (both heads)
| Category | Codex | Gemma |
|---|---|---|
| Metaresearch | 0.000 | 0.000 |
| Meta-epidemiology (narrow) | 0.000 | 0.000 |
| Meta-epidemiology (broad) | 0.000 | 0.000 |
| Bibliometrics | 0.000 | 0.000 |
| Science and technology studies | 0.000 | 0.000 |
| Scholarly communication | 0.000 | 0.000 |
| Open science | 0.000 | 0.000 |
| Research integrity | 0.000 | 0.000 |
| Insufficient payload (model declined to judge) | 0.002 | 0.001 |
Machine scores (provisional)
The two teacher heads of the student model, read on this work. A score orders the frame for review; it never asserts a category, and the validation status ships verbatim with every row.
Baseline scores from an immature model (maturity gate not passed, 7 training rounds). Scores rank; they never assert a category.
score_only:v0-immature-baseline · verbatim from the scoring run: score_only means the number may rank works, and no category label ships from itClassification
machine, unvalidatedMachine predicted; a candidate call from one source (direct Gemma or distilled Codex), not a consensus.
How this classification was reached, model by model and score by score, is at the end of the page under "How this classification was reached".